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D-酒石酸單酯單酰胺類化合物的制作方法_4

文檔序號:9465518閱讀:來源:國知局
r>[0133] 1-47: D-酒石酸單環(huán)己酯單酰對甲基苯胺
[0134] 4-匪1?(40010^,0)(:13)5:1.47(4!1,111,01 2),1.53(2!1,111,012),1.80(4!1,111,012),2 .26 (3H, s, CH3), 3. 27 (1H, brs, 0H), 3. 32 (1H, brs, 0H), 4. 84 (1H, m, 0CH), 5. 83 (1H, d, 0CH) ,6. 11 (1H, d, 0CH), 7. 48 (2H, d, ArH), 7. 79 (2H, d, ArH), 7. 64 (1H, s, NH). HR-MS: Calcd for C17H23NO5 321. 37, found 321.3。
[0135] 1-48: D-酒石酸單苯甲酯單酰對甲基苯胺
[0136] 1H-NMR (400MHz,CDCl3) δ : 2. 10 (3H,s,CH3),3. 29 (2H,brd,0H),4. 98 (2H,s,OCH2), 5. 89 (1H, d, OCH), 6. 07 (1H, d, OCH), 7. 21 (1H, t, ArH), 7. 28 (2H, d, ArH), 7. 34 (2H, d, ArH), 7. 40 (2H, t, ArH), 7. 72 (2H, d, ArH), 7. 69 (H, s, NH). HR-MS: Calcd for C18H19NO5 329. 35, found 329. 35〇
[0137] 1-49: D-酒石酸單苯酯單酰鄰甲基苯胺
[0138] 4-匪1?(40010^,0)(:13)5:2.12(3!1,8,01 3),3.30(2!1,1^8,0!1),5.87(1!1,(1,001) ,6. 01 (1Η, d, 0CH), 7. 13 (1H, t, ArH), 7. 23 (1H, t, ArH), 7. 27 (1H, t, ArH), 7. 31 (2H, d, ArH) ,7. 35 (1H, d, ArH), 7. 41 (1H, d, ArH), 7. 48 (2H, t, ArH), 7. 79 (H, s, NH). HR-MS: Calcd for C17H17NO5 315. 32, found 315.2。
[0139] 1-50: D-酒石酸單丁酯單酰鄰甲基苯胺
[0140] 1H-NmrgoomHz1CDCI3) δ :0.98 (3H,t,CH3), 1.37 (2H,m,CH2), 1.74 (2H,m,CH2), 2. 1 4 (3H, s, CH3), 3. 25 (1H, brs, OH), 3. 31 (1H, brs, OH), 4. 21 (2H, t, OCH2), 5. 86 (1H, d, OCH), 6. 0 6 (1H, d, OCH), 7. 16 (H, t, ArH), 7. 25 (1H, t, ArH), 7. 31 (1H, d, ArH), 7. 40 (1H, d, ArH), 7. 81 (I H,s,NH).HR-MS:Calcd for C14H18ClNO5 295. 33, found 296. 3〇
[0141] 1-51: D-酒石酸單環(huán)己酯單酰鄰甲基苯胺
[0142] 1H-NmrGOOMHz, CDCl3) δ : L 49 (4H,m,CH2),1. 56 (2H,m,CH2),1. 81 (4H,m,CH2),2. 1 7 (3H, s, CH3), 3. 26 (1H, brs, OH), 3. 31 (1H, brs, OH), 4. 86 (1H, m, OCH), 5. 87 (1H, d, OCH), 6. I 4 (1H, d, OCH), 7. 18 (1H, t, ArH), 7. 22 (1H, t, ArH), 7. 32 (1H, d, ArH), 7. 39 (1H, d, ArH), 7. 80 ( lH,s,NH).HR-MS:Calcd for C17H23NO5 321. 37, found 321.3〇
[0143] 1-52: D-酒石酸單芐酯單酰鄰甲基苯胺
[0144] 1H-匪R (400MHz,CDCl3) δ :2. 21 (3H,s,CH3), 3. 29 (2H,brd,0H),5. 12 (2H,s,OCH2 ),5. 79 (1H, d, OCH), 6. 05 (1H, d, OCH), 7. 11 (1H, t, ArH), 7. 23 (1H, t, ArH), 7. 30 (1H, d, ArH ),7. 36 (3H, t, ArH), 7. 39 (1H, t, ArH), 7. 46 (2H, d, ArH), 7. 57 (2H, d, ArH), 7. 68 (H, s, NH). HR-MS:Calcd for C18H19NO5 329. 35, found 329. 3〇
[0145] 1-53: D-酒石酸單苯酯單酰對溴苯胺
[0146] 1H-NmrgoomHz1CDCI3) δ :3. 33 (2H, brs, OH) ,5.86(1? d, OCH) ,6.01(1? d, OCH) ,7 .25 (1H, t, ArH), 7. 36 (2H, d, ArH), 7. 44 (2H, t, ArH), 7. 49 (2H, d, ArH), 7. 71 (2H, d, ArH), 8. 2 I (H, s,NH). HR-MS: Calcd for C16H14BrNO5 380. 19, found 380.1 〇
[0147] 1-54: D-酒石酸單丁酯單酰對溴苯胺
[0148] 4-匪1?(40010^,0)(:13)5:1.11(3!1,七,01 3),1.41(2!1,111,012),1.77(2!1,111,012), 3. 25 (1Η, brs, 0H), 3. 33 (1H, brs, 0H), 4. 30 (2H, t, OCH2), 5. 84 (1H, d, 0CH), 6. 10 (1H, d, 0 CH), 7. 42 (2H, d, ArH), 7. 78 (2H, d, ArH), 7. 83 (1H, s, NH). HR-MS: Calcd for C14H18BrNO5 360.20, found 360.1〇
[0149] 1-55: D-酒石酸單環(huán)己酯單酰對溴苯胺
[0150] 1H-匪R (400MHz, CDCl3) δ :1.45 (4H,m, CH2), 1.53 (2H,m, CH2), 1.79 (4H,m, CH2), 3. 27 (1H, brs, OH), 3. 33 (1H, brs, OH), 4. 86 (1H, m, OCH), 5. 85 (1H, d, OCH), 6. 13 (1H, d, 0 CH), 7. 47 (2H, d, ArH) ,7.81 (2H, d, ArH), 7. 84 (1H, s, NH). HR-MS: Calcd for C16H20BrNO5 386.24,found 386.2〇
[0151 ] 1-56: D-酒石酸單芐酯單酰對溴苯胺
[0152] 1H-匪 R (400MHz, CDCl3) δ :3. 28 (1H, brs, OH), 3· 32 (1H, brs, OH), 4· 98 (2H, s, 0 CH2), 5. 89 (1H, d, OCH), 6. 10 (1H, d, OCH), 7. 22 (1H, t, ArH), 7. 29 (2H, d, ArH), 7. 38 (2H, t ,ArH), 7. 49 (2H, d, ArH), 7. 81 (2H, d, ArH), 7. 83 (H, s, NH). HR-MS: Calcd for C17H16BrNO5 394. 22, found 395. 2〇
[0153] 1-57:D-酒石酸單苯酯單酰(I-萘基)胺
[0154] 1H-NMR (400MHz, CDCl3) δ : 3. 32 (1H, brs, 0H),3. 36 (1H, brs, 0H),5. 74 (1H, d, 0CH), 5. 85 (1H, d, 0CH), 7. 04 (1H, d, ArH), 7. 24 (1H, t, ArH), 7. 29 (2H, d, ArH), 7. 38 (1H, d, ArH), 7. 42 (2H, t, ArH), 7. 51 (1H, d, ArH), 7. 53 (2H, d, ArH), 8. 02 (1H, d, ArH), 8. 07 (1H, d, ArH), 8. 10 (H, s, NH) .HR-MS:Calcd for C20H17NO5 351. 35, found 351.2。
[0155] 1-58: D-酒石酸單丁酯單酰(1-萘基)胺
[0156] 1H-NmrGOOMHz, CDCl3) δ : L 13 (3H,t,CH3),1. 42 (2H,m,CH2),1. 71 (2H,m,CH2),3. 2 4 (1H, brs, OH), 3. 34 (1H, brs, OH), 4. 27 (2H, t, OCH2), 5. 83 (1H, d, OCH), 6. 12 (1H, d, OCH), 7. 04 (1H, d, ArH), 7. 38 (1H, d, ArH), 7. 51 (1H, d, ArH), 7. 53 (2H, d, ArH), 8. 02 (1H, d, ArH), 8. 07 (1H, d, ArH) ,8. 10 (H,s,NH).HR-MS:Calcd for C18H21NO5 331. 36, found 331.3。
[0157] 1-59: D-酒石酸單環(huán)己酯單-(1-萘基)酰胺
[0158] 1H-NMR (400MHz,CDCl3) δ : L 46 (4H,m,CH2),1. 52 (2H,m,CH2),1. 78 (4H,m,CH2),3. 2 3 (1H, brs, OH), 3. 32 (1H, brs, OH), 4. 86 (1H, m, OCH), 5. 82 (1H, d, OCH), 6. 13 (1H, d, OCH), 7. 0 4 (1H, d, ArH), 7. 38 (1H, d, ArH), 7. 51 (1H, d, ArH), 7. 53 (2H, d, ArH), 8. 02 (1H, d, ArH), 8. 07 ( 1H, d, ArH),8. 12 (H, s, NH) · HR-MS: Calcd for C20H23NO5 357. 40, found 357. 3 〇
[0159] 1-60:D-酒石酸單芐酯單酰(I-萘基)胺
[0160] 1H-匪R (400MHz,CDCl3) δ :3. 29 (1H,brs, 0H),3. 34 (1H,brs, 0H),4. 99 (2H,s,0 CH2), 5. 87 (1H, d, OCH), 6. 07 (1H, d, OCH), 7. 21 (1H, t, ArH), 7. 28 (2H, d, ArH), 7. 37 (2H, t, ArH), 7. 49 (2H, d, ArH), 7. 82 (2H, d, ArH), 8. 14 (H, s, NH). HR-MS: Calcd for C21H19NO5 365. 31,found 366. 3。
[0161] 1-61: D-酒石酸單苯酯單酰((R)-I-苯乙基)胺
[0162] 4-匪1?(40010^,0)(:13)5:1.36(3!1,(1,01 3),3.34(2!1,1^8,0!1),5.18(1!1,9,~01) ,5. 87 (1H, d, 0CH), 5. 96 (1H, d, 0CH), 7. 24 (1H, t, ArH), 7. 26 (1H, t, ArH), 7. 29-7. 31 (4H, q ,ArH), 7. 40-7. 42 (4H, m, ArH), 7. 89 (H, s, NH). HR-MS: Calcd for C18H19NO5 329. 35, found 329.3〇
[0163] 1-62: D-酒石酸單丁酯單酰((R)-I-苯乙基)胺
[0164] 1H-匪R (400MHz, CDCl3) δ :1.08 (3H,t, CH3), 1.43 (2H,m, CH2), 1.74 (2H,m, CH2) ,3 .26 (1H, brs, OH), 3. 32 (1H, brs, OH), 4. 32 (2H, t, OCH2), 5. 16 (1H, q, NCH), 5. 87 (1H, d, OCH) ,6.11(1? d, OCH), 7. 23 (1H, t, ArH) ,7.31 (2H, d, ArH), 7. 47 (2H, t, ArH), 7. 93 (1H, s, NH). HR-MS:Calcd for C16H23NO5 309. 39, found 309. 3〇
[0165] 1-63: D-酒石酸單環(huán)己酯單酰((R)-I-苯乙基)胺
[0166] 1H-NmrGOOMHz, CDCl3) δ : 1. 46-1. 48 (7H, m, CH3&CH2),1. 51 (2H, m, CH2),1. 76 (4H, m, CH2), 3. 29 (2H, brd, OH), 4. 88 (1H, m, OCH), 5. 16 (1H, q, NCH), 5. 84 (1H, d, OCH), 6. 06 (1H, d ,OCH), 7. 21 (1H, t, ArH), 7. 33 (2H, d, ArH), 7. 47 (2H, t, ArH), 7. 93 (1H, s, NH). HR-MS: Calcd for C18H25NO5 335. 39, found 335. 3。
[0167] 1-64: D-酒石酸單苯甲酯單酰
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